EP 1558627 A1 20050803 - STEREOSPECIFIC REDUCTION OF SAPOGEN-3-ONES
Title (en)
STEREOSPECIFIC REDUCTION OF SAPOGEN-3-ONES
Title (de)
STEREOSPEZIFISCHE REDUKTION VON SAPOGEN-3-ONEN
Title (fr)
REDUCTION STEREOSPECIFIQUE DE SAPON-3-ONES
Publication
Application
Priority
- GB 0301780 W 20030428
- GB 0225106 A 20021028
- GB 0301505 A 20030122
Abstract (en)
[origin: WO2004037845A1] A method to stereospecifically prepare a steroidal sapogenin or a derivative thereof by reducing a 3-keto,5beta-H steroidal sapogenin with a hindered organoborane or an organo-aluminium hydride. A 3beta-hydroxy,5beta-H steroidal sapogenin or derivative thereof may be prepared by reducing the 3-keto,5beta-H steroidal sapogenin using as reducing agent a relatively highly hindered organoborane reagent or by SN 2 inversion of a 3alpha-hydroxy,5beta-H steroidal sapogenin or derivative thereof. The organo-aluminium hydride may be used to prepare a 3alpha,5beta-H steroidal sapogenin or derivative thereof. The invention provides a convenient route to useful steroidal sapogenins such as sarsasapogenin, episarsasapogenin, smilagenin, epismilagenin and esters thereof, from readily available or easily preparable starting materials (e.g. diosgenone, preparable from diosgenin).
IPC 1-7
IPC 8 full level
C07J 71/00 (2006.01)
CPC (source: EP KR US)
C07J 71/00 (2013.01 - KR); C07J 71/0005 (2013.01 - EP US)
Citation (search report)
See references of WO 2004037845A1
Designated contracting state (EPC)
AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IT LI LU MC NL PT RO SE SI SK TR
DOCDB simple family (publication)
WO 2004037845 A1 20040506; AT E459636 T1 20100315; AU 2003224308 A1 20040513; BR 0315746 A 20050906; CA 2503899 A1 20040506; CA 2503899 C 20111220; DE 60331572 D1 20100415; EP 1558627 A1 20050803; EP 1558627 B1 20100303; ES 2342274 T3 20100705; JP 2006507360 A 20060302; JP 4607758 B2 20110105; KR 101092150 B1 20111212; KR 20050090379 A 20050913; MX PA05004494 A 20050726; PL 210114 B1 20111230; PL 376791 A1 20060109; PT 1558627 E 20100506; RU 2005111593 A 20060510; RU 2326890 C2 20080620; SG 148860 A1 20090129; TW 200406215 A 20040501; TW I334781 B 20101221; US 2006041119 A1 20060223; US 7718792 B2 20100518
DOCDB simple family (application)
GB 0301780 W 20030428; AT 03720733 T 20030428; AU 2003224308 A 20030428; BR 0315746 A 20030428; CA 2503899 A 20030428; DE 60331572 T 20030428; EP 03720733 A 20030428; ES 03720733 T 20030428; JP 2005501542 A 20030428; KR 20057007429 A 20030428; MX PA05004494 A 20030428; PL 37679103 A 20030428; PT 03720733 T 20030428; RU 2005111593 A 20030428; SG 2007030836 A 20030428; TW 92109883 A 20030428; US 53108605 A 20050621